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Details

Stereochemistry ABSOLUTE
Molecular Formula C22H23FN6O3
Molecular Weight 438.4548
Optical Activity UNSPECIFIED
Defined Stereocenters 1 / 1
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of RADEZOLID

SMILES

CC(=O)NC[C@H]1CN(C(=O)O1)C2=CC(F)=C(C=C2)C3=CC=C(CNCC4=CN=NN4)C=C3

InChI

InChIKey=BTTNOGHPGJANSW-IBGZPJMESA-N
InChI=1S/C22H23FN6O3/c1-14(30)25-12-19-13-29(22(31)32-19)18-6-7-20(21(23)8-18)16-4-2-15(3-5-16)9-24-10-17-11-26-28-27-17/h2-8,11,19,24H,9-10,12-13H2,1H3,(H,25,30)(H,26,27,28)/t19-/m0/s1

HIDE SMILES / InChI

Molecular Formula C22H23FN6O3
Molecular Weight 438.4548
Charge 0
Count
MOL RATIO 1 MOL RATIO (average)
Stereochemistry ABSOLUTE
Additional Stereochemistry No
Defined Stereocenters 1 / 1
E/Z Centers 0
Optical Activity UNSPECIFIED

Description

Radezolid (RX-1741) is a novel oxazolidinone antibiotic agent and is the first biaryloxazolidinone in clinical development. It is being developed by Rib-X Pharmaceuticals, Inc. for the treatment of serious multi-drug–resistant infections. Radezolid has completed two phase-II clinical trialsfor the treatment of community-acquired pneumonia; uncomplicated skin and skin structure infections. The mechanism of action for this drug seems to be an inhibition of 50S ribosomal subunit.

Originator

Approval Year

Targets

Primary TargetPharmacologyConditionPotency

Conditions

ConditionModalityTargetsHighest PhaseProduct
Curative
Unknown
Curative
Unknown
Curative
Unknown
Curative
Unknown

PubMed

Sample Use Guides

In Vivo Use Guide
300 mg/day, orally for 7-10 days
Route of Administration: Oral
In Vitro Use Guide
It was studied the mechanisms involved in radezolid accumulation in cells, using THP-1 macrophages as a model. Data were obtained after 2 h of incubation with 50 mg/liter radezolid. When cells were incubated at 4°C, the apparent cellular concentrations of radezolid decreased to about 35 to 40% of their control values. In parallel experiments, we observed that radezolid's accumulation was not modified by either ATP depletion or efflux pump inhibitors.
Substance Class Chemical
Record UNII
53PC6LO35W
Record Status Validated (UNII)
Record Version